Old School with Shilo Brooks

Fewer of us than ever are reading books for pleasure. Shilo Brooks is on a mission to change that. Old School is a new podcast from The Free Press about great books and how reading them can make us stronger, better men. The show features intimate conversations with fascinating men—from fitness gurus to philosophers—about the books that shaped their lives. New episodes out every Thursday. Read with us: https://bookshop.org/lists/old-school-with-shilo-brooks

Episodes

Read This Book Instead of ‘The Catcher in the Rye’

December 4, 2025 • 62 mins

According to Ryan Holiday, Walker Percy’s The Moviegoer is like the better, more mature cousin to The Catcher in the Rye. In this episode, Shilo Brooks sits down with the author and Daily Stoic founder to discuss the quiet Southern novel set in postwar New Orleans. The book follows a Korean War veteran who has money, women, and a respectable job but whose inner life is defined by existential malaise and a spiritual itch that he c...

Mark as Played

George Orwell’s Lessons on the Class Divide

November 20, 2025 • 62 mins

Most of us have read 1984 or Animal Farm. But fewer know of George Orwell’s first great work—an unvarnished account of his descent into the world of society’s outcasts. In this episode of Old School, Shilo Brooks sits down with Rob Henderson to discuss Down and Out in Paris and London, which is inspired by Orwell’s real-life plunge into the slums of two great European cities. Henderson draws on his own trajectory from foster care ...

Mark as Played

What ‘The Great Gatsby’ Taught Fareed Zakaria About America

November 13, 2025 • 61 mins

It’s been 100 years since The Great Gatsby was published. In this episode, Shilo Brooks sits down with journalist Fareed Zakaria to explore why the F. Scott Fitzgerald novel still feels so modern. Zakaria shares his experience discovering the classic as an Indian immigrant, describing Gatsby as his gateway to understanding America. Together, they unpack the book’s enduring themes: the allure of reinvention and the American dream,...

Mark as Played

How Thomas Sowell Transformed Coleman Hughes

November 5, 2025 • 60 mins

Why do we believe what we believe? And how do those beliefs shape our politics? Thomas Sowell, one of the world’s most influential economists and social philosophers, set out to answer this question in his 1987 book, A Conflict of Visions. In it, he traces the underlying logic behind all modern political divides—why it is that knowing someone’s position on one issue, say gun control, makes it easy to predict their position on a t...

Mark as Played

Nick Cave on ‘The Adventures of Pinocchio’

October 30, 2025 • 57 mins

Carlo Collodi’s The Adventures of Pinocchio is a dark, dazzling Italian fable that is worlds apart from Disney’s sanitized version. Beneath its fantasticism and humor, the story is brimming with poverty, violence, and existential peril. In this episode, Australian rock legend Nick Cave joins Shilo Brooks to talk about one of the best-selling and most widely translated books ever written. Together, they explore how transgression...

Mark as Played

Why We Still Need Plato

October 23, 2025 • 54 mins

What is justice? And why should we live justly? These questions lie at the heart of Plato’s Republic, the foundational text of Western philosophy. In building his utopian city, Plato reveals how the quest for perfect justice can slip into tyranny. Yet his call for relentless self-examination—for resisting nihilism and seeking meaning—remains a starting point for us all. In this episode, Dr. Cornel West joins Shilo Brooks to discus...

Mark as Played

What Steven Pinker Taught this Pro Bodybuilder about Genetics

October 16, 2025 • 67 mins

Dr. Mike Israetel is a bodybuilder and scientist who believes reading is as important as a gym session. Steven Pinker’s The Blank Slate changed his life. In this episode, Israetel joins Shilo Brooks to discuss how this explosive book on genetics, human nature, and the myth of infinite potential turned his own outlook (and coaching style) upside down, inspiring humility, killing illusions, and sharpening his science-first approach t...

Mark as Played

MeatEater’s Steven Rinella on Lessons from the Wilderness

October 9, 2025 • 68 mins

Few people have turned a love of the wild into a cultural force quite like Steve Rinella, the outdoorsman and author behind the MeatEater empire. Jim Harrison’s Wolf, published in 1971, changed Rinella’s life. In this episode, Rinella sits down with Shilo Brooks to discuss this stream-of-consciousness novel replete with chaos and male angst. He reflects on growing up in rural Michigan and seeing himself in Harrison’s protagonist—a ...

Mark as Played

The Old Man and the Sea with Admiral James Stavridis

October 9, 2025 • 59 mins

Admiral James Stavridis once commanded fleets as Supreme Allied Commander of NATO. Now he commands a collection of 5,000 rare books. Ernest Hemingway’s The Old Man and the Sea changed Stavridis’ life. In this episode, the admiral sits down with Shilo Brooks to discuss the themes of hardship, pride, and resilience that appear in Santiago’s epic struggle at sea. Stavridis, who stuck out in the military for his love of books, and stuc...

Mark as Played

Introducing: Old School with Shilo Brooks

September 22, 2025 • 57 secs

Fewer of us than ever are reading books for pleasure. Shilo Brooks is on a mission to change that. Old School is a new podcast from The Free Press about great books and how reading them can make us stronger, better men. The show features intimate conversations with fascinating men—from fitness gurus to philosophers—about the books that shaped their lives. Coming October 9th. Learn more about your ad choices. Visit megaphone.fm/a...

Mark as Played

Popular Podcasts

Stuff You Should Know

If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

My Favorite Murder with Karen Kilgariff and Georgia Hardstark

My Favorite Murder is a true crime comedy podcast hosted by Karen Kilgariff and Georgia Hardstark. Each week, Karen and Georgia share compelling true crimes and hometown stories from friends and listeners. Since MFM launched in January of 2016, Karen and Georgia have shared their lifelong interest in true crime and have covered stories of infamous serial killers like the Night Stalker, mysterious cold cases, captivating cults, incredible survivor stories and important events from history like the Tulsa race massacre of 1921. My Favorite Murder is part of the Exactly Right podcast network that provides a platform for bold, creative voices to bring to life provocative, entertaining and relatable stories for audiences everywhere. The Exactly Right roster of podcasts covers a variety of topics including historic true crime, comedic interviews and news, science, pop culture and more. Podcasts on the network include Buried Bones with Kate Winkler Dawson and Paul Holes, That's Messed Up: An SVU Podcast, This Podcast Will Kill You, Bananas and more.

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com